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Article

Regioselective Palmitoylation of 9-(2,3-Dihydroxy- propyl)adenine Catalyzed by a Glycopolymer-enzyme Conjugate

by
Jana Brabcová
1,
Jiří Blažek
1,
Marcela Krečmerová
1,
Jiří Vondrášek
1,
Jose M. Palomo
2,* and
Marie Zarevúcka
1,*
1
Institute of Organic Chemistry and Biochemistry, AS CR, Flemingovo nám. 2, Prague 6, Czech Republic
2
Departamento de Biocatálisis, Instituto de Catálisis (CSIC) Campus UAM Cantoblanco, Madrid 28049, Spain
*
Authors to whom correspondence should be addressed.
Molecules 2016, 21(5), 648; https://doi.org/10.3390/molecules21050648
Submission received: 28 March 2016 / Revised: 4 May 2016 / Accepted: 10 May 2016 / Published: 16 May 2016
(This article belongs to the Special Issue Biomolecules Modification)
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Abstract

The enzymatic regioselective monopalmitoylation of racemic 9-(2,3-dihydroxypropyl)- adenine (DHPA), an approved antiviral agent, has been performed by an immobilized form of Candida antarctica B lipase (CAL-B) using a 4:1 DMF/hexane mixture as the reaction medium. To improve the chemical yield of the desired monopalmitoylation reaction, solid-phase chemical modifications of the lipase were evaluated. The reaction yield was successfully increased obtaining 100% product after a second treatment of the product solution with fresh immobilised chemically glycosylated-CAL-B.
Keywords: regioselectivity; palmitoylation; glycosylation; chemical modification regioselectivity; palmitoylation; glycosylation; chemical modification

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MDPI and ACS Style

Brabcová, J.; Blažek, J.; Krečmerová, M.; Vondrášek, J.; Palomo, J.M.; Zarevúcka, M. Regioselective Palmitoylation of 9-(2,3-Dihydroxy- propyl)adenine Catalyzed by a Glycopolymer-enzyme Conjugate. Molecules 2016, 21, 648. https://doi.org/10.3390/molecules21050648

AMA Style

Brabcová J, Blažek J, Krečmerová M, Vondrášek J, Palomo JM, Zarevúcka M. Regioselective Palmitoylation of 9-(2,3-Dihydroxy- propyl)adenine Catalyzed by a Glycopolymer-enzyme Conjugate. Molecules. 2016; 21(5):648. https://doi.org/10.3390/molecules21050648

Chicago/Turabian Style

Brabcová, Jana, Jiří Blažek, Marcela Krečmerová, Jiří Vondrášek, Jose M. Palomo, and Marie Zarevúcka. 2016. "Regioselective Palmitoylation of 9-(2,3-Dihydroxy- propyl)adenine Catalyzed by a Glycopolymer-enzyme Conjugate" Molecules 21, no. 5: 648. https://doi.org/10.3390/molecules21050648

APA Style

Brabcová, J., Blažek, J., Krečmerová, M., Vondrášek, J., Palomo, J. M., & Zarevúcka, M. (2016). Regioselective Palmitoylation of 9-(2,3-Dihydroxy- propyl)adenine Catalyzed by a Glycopolymer-enzyme Conjugate. Molecules, 21(5), 648. https://doi.org/10.3390/molecules21050648

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